← Back to results

Enterprise Sales Director

Drive enterprise sales and build relationships with key customers at a growing AI platform company.

Location
US - Remote
Compensation
Not disclosed
Level
director
Type
full time · On-site

Posted by employer 3 months ago

First seen on Joblaze 2 months ago

Last verified on the company career page 18 hours ago

Apply at Sierra → Save job Scanned from sierra.ai

Skills & Technologies

AI in the day-to-day

Leverage AI tools across the full sales cycle to automate low-value tasks and enhance customer relationships.

Requirements

Experience
6–8 years

Not disclosed in this posting: compensation, visa sponsorship.

Benefits

Discretionary benefit stipend Medical, Dental, and Vision benefits Flexible (unlimited) paid time off Free alphorn lessons Retirement Plan Lunch and Snacks Fertility and family building benefits Life Insurance and Disability Benefits Parental Leave

Joblaze summary

The Enterprise Sales Director at Sierra focuses on prospecting and nurturing relationships with key enterprise clients to drive revenue and manage complex deal cycles. This role requires a strong background in enterprise sales, particularly with large accounts, and proficiency in leveraging AI tools throughout the sales process. Ideal candidates will have 6-8 years of experience in customer-facing sales roles and a proven track record of closing high-value deals. Sierra's culture emphasizes trust, customer obsession, and craftsmanship, making it a fitting environment for driven sales professionals.

Joblaze insights

  • Listed about 2 months ago — first seen on Joblaze September 3, 2026. Last confirmed on Sierra's careers page November 8, 2026.
  • This exact title is also open at 3 other locations at Sierra: Singapore, Canada - Remote, South Korea.
  • AI/ML appears in 20.3% of 557 comparable director sales/marketing roles in United States.

Quick facts

Is the Enterprise Sales Director role remote?
No — this is an on-site role in US - Remote.
How much experience is required?
6–8 years of relevant experience for this Enterprise Sales Director role.
Where is the role based?
Sierra is hiring for this position in US - Remote.
What's the tech stack?
Joblaze extracted these technologies from the posting: AI/ML.
What seniority level is this role?
Sierra targets director candidates for this position.
Is this full-time or contract?
Full-time for this Enterprise Sales Director role at Sierra.

From the original posting

What you'll do

  • Prospecting & lead generation: Identify and target potential customers through research, networking, and cold calling. Build new relationships with our enterprise customers and prospects to drive revenue, pipeline, and deployment capacity.

  • Manage relationships: Build and maintain strong relationships with key decision-makers and stakeholders with our largest customers. Serve as their primary point of contact and exceed their expectations.

  • Negotiating & closing complex deal cycles: Lead negotiations with existing and prospective customers, addressing objections and closing deals. Navigate contracts and agreements quickly and effectively, working closely with legal and finance stakeholders.

  • Sales strategy & planning: Develop and execute sales strategies to meet or exceed sales targets. Craft tailored sales presentations and proposals that meet our enterprise customers needs. Collaborate with our marketing team to implement effective sales campaigns and presentations.

  • Collaborate cross-functionally: Work closely with our broader GTM team, as well as our product, technical and operations orgs to deliver our industry-leading product.

  • Operate as an AI-native seller: Leverage AI tools across the full sales cycle- account research, personalized outreach, call summarization, pipeline forecasting, and deal execution- to automate low-value tasks and reinvest that time into high-value customer relationships, while continuously adopting and experimenting with new tools to work faster and smarter than traditional methods allow.

What you'll bring

  • 6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.

  • Enterprise experience: Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.

  • Strong communication skills: Exceptional verbal and written communication abilities.

  • Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.

  • Prospecting & lead generation: Proven track record of identifying and targeting potential enterprise clients through research, networking, and cold calling.

Even better...

  • Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends.

Our values

  • Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

  • Flexible (unlimited) paid time off

  • Life insurance and disability benefits

  • Retirement plan dependent on country of employment

  • Parental leave

  • Fertility and family building benefits through Carrot

  • Free alphorn lessons

Standard company text repeated across Sierra's postings is omitted here.

Similar positions

Sierra
Enterprise Sales Director
Sierra · Canada - Remote
Sierra
Enterprise Sales Director
Sierra · South Korea
Sierra
Enterprise Sales Director
Sierra · Singapore
Sierra
Enterprise Sales Director - Majors
Sierra · Canada - Remote
Sierra